Michael Saylor Rides Bitcoin Back Into Billionaire Status

Michael Saylor Rides Bitcoin Back Into Billionaire Status
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Quick Takeaways

  • Michael Saylor’s net worth hits $7.37 billion, putting him back in Bloomberg’s Billionaires Index.
  • MicroStrategy’s enormous Bitcoin holdings are closely associated with his wealth.
  • After a huge loss during the dot-com crash, Saylor makes a bold return this time as a crypto champion.

Michael Saylor’s Net Worth Climbs Thanks to Bitcoin

Because of his large Bitcoin wager, Michael Saylor is once again in the running for a billion dollars. His net worth of $7.37 billion places him at #491 in Bloomberg’s Billionaires Index as of September 5, 2025.

That number didn’t just appear overnight, but it did grow by $167 million in a single day, which shows just how much his wealth moves with the price of Bitcoin and MicroStrategy stock. 

His wealth has increased by over $1 billion since January alone. If there’s one thing this rise proves, it’s that Saylor’s faith in Bitcoin wasn’t just a passing idea it’s become the foundation of his entire financial comeback.

The Bitcoin Game Plan by MicroStrategy Holds the Key to Michael Saylor’s Fortune

When Michael Saylor turned MicroStrategy into a Bitcoin-heavy business back in 2020, plenty of people thought he’d lost the plot. Now, five years later, that move looks like genius.

As of mid-2025, MicroStrategy owns over 580,000 Bitcoin, worth nearly $60 billion. It is now the world’s largest Bitcoin public holder. Saylor personally owns about 20 million MicroStrategy shares, which are distributed among Class A and B equities. 

While he also claims to personally own 17,732 Bitcoin, Bloomberg leaves that out of his net worth estimate because it can’t be independently verified.

In 2024, Saylor sold over $410 million worth of company stock some of which he used to diversify into other investments. 

However, Bitcoin still accounts for the great majority of his wealth. Saylor increases as Bitcoin grows. When it drops? Well, so does he.

Michael Saylor’s Comeback Story: From Dot-Com Flameout to Crypto Hero

Michael Saylor knows a thing or two about rising and falling with the markets. Born in Lincoln, Nebraska in 1965, he went on to study at MIT and planned to fly jets in the Air Force. A heart condition changed that path, so he pivoted to tech.

He co-founded MicroStrategy in 1989 with his classmate from college, Sanju Bansal, and the company soon became successful. Saylor was among the wealthiest individuals in the technology industry, with a net worth of $7.5 billion by 2000.

But then the dot-com bubble burst. MicroStrategy had to restate its earnings, and Saylor settled with the SEC for $11 million. His stock tanked. His fortune disappeared. A lot of people would’ve faded out, but not him.

For years, he kept MicroStrategy afloat as a data analytics company. Then in 2020, he took a leap most CEOs wouldn’t: he started pouring the company’s treasury into Bitcoin. 

That first $250 million buy seemed reckless to some, but it set him on a new path as Bitcoin’s most vocal corporate supporter.

Michael Saylor More Than Just a Bitcoin Billionaire

Today, Michael Saylor is more than just rich again he’s one of Bitcoin’s most passionate advocates. He speaks at crypto events, weighs in on policy discussions, and shares ideas regularly on X.

MicroStrategy now holds over 2% of all the Bitcoin in circulation, giving the company and Saylor huge influence in the market. But that also makes his fortune uniquely tied to a single, highly volatile asset.

Unlike many other billionaires who spread their wealth across industries real estate, tech, media Saylor is all in on Bitcoin. It’s risky, but that’s part of his identity now. 

He’s not just betting on an asset, he’s betting on a future powered by decentralized finance. And if his journey tells us anything, it’s this: Michael Saylor is at his best when he’s betting big.

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